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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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2-Chlormethyl-8-(1,1-dimethylethyl)-1,4-dioxaspiro(4.5)decan → 8-t-Butyl-2-(phthalimidomethyl)-1,4-dioxaspiro(4,5)decane

HRID 52399
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HRID 52399 반응식
[C:1]([CH:5]1[CH2:16][CH2:15][C:8]2([O:12][CH:11]([CH2:13]Cl)[CH2:10][O:9]2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[C:17]1(=[O:27])[NH:21][C:20](=[O:22])[C:19]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:18]12.[K]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C=O)C>[C:1]([CH:5]1[CH2:16][CH2:15][C:8]2([O:12][CH:11]([CH2:13][N:21]3[C:20](=[O:22])[C:19]4=[CH:23][CH:24]=[CH:25][CH:26]=[C:18]4[C:17]3=[O:27])[CH2:10][O:9]2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2]
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참가 물질

5

반응물 2

HCID 143262942-Chlormethyl-8-(1,1-dimethylethyl)-1,4-dioxaspiro(4.5)decanHCID 24194345Phthalimide potassium salt2회

생성물 1

HCID 199636648-t-Butyl-2-(phthalimidomethyl)-1,4-dioxaspiro(4,5)decane수율 101.4%

시약·촉매·용매 2

HCID 67553Tetrabutylammonium Iodide촉매HCID 6228Dimethylformamide용매

실험 절차

A mixture of 8-t-butyl-2-chloromethyl-1,4-dioxaspiro(4,5)decane (10 g, 40 mmol) (prepared as described in EP 281842; see also the references cited in this document for related compounds), potassium phthalimide (8.9 g, 48 mmol) and a catalytic amount of tetra-n-butyl ammonium iodide in DMF (80 ml) were heated to 120° C. for 3 hours. Additional potassium phthalimide (2.8 g, 16 mmol) was then added and heating was continued for 6 hours. The solvent was then evaporated in vacuo and toluene (150 ml) was added. After filtration from insoluble material the organic phase was washed two times with brine (100 ml), dried (MgSO4) and evaporated in vacuo. The resulting residue (22 g) was purified by flash chromatography on silica (toluene/ethylacetate 3:1) yielding the title compound as light yellow crystals (14.5 g, Fp. 97°-115° C.).

후처리

  1. customprepared
  2. temperatureheating
  3. customThe solvent was then evaporated in vacuo and toluene (150 ml)
  4. additionwas added
  5. filtrationAfter filtration from insoluble material the organic phase
  6. washwas washed two times with brine (100 ml)
  7. dry with materialdried (MgSO4)
  8. customevaporated in vacuo
  9. customThe resulting residue (22 g) was purified by flash chromatography on silica (toluene/ethylacetate 3:1)

출처 및 근거

ORD 기록
ord-6da16495a42847cb9259fa7e5296bf20
출처 데이터셋
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05616708

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